Category: bromides-buliding-blocks

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 937046-98-5, name is 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine, A new synthetic method of this compound is introduced below., Application In Synthesis of 7-Bromopyrrolo[2,1-f][1,2,4]triazin-4-amine

Step 1: 7-(3,6-Dihydro-2H-pyran-4-yl)pyrrolo[2,1-f][1,2,4]triazin-4-amine In a sealed flask a mixture of 4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-3,6-dihydro-2H-pyran (from Aldrich, 0.64 g, 3.01 mmol), 7-bromopyrrolo[2,1-f][1,2,4]triazin-4-amine (from J & W Pharm Lab, 0.500 g, 2.35 mmol) and N,N-diisopropylethylamine (1.2 mL, 7.0 mmol) in 1,4-dioxane (6 mL) and water (0.32 mL) was stirred together and flushed with N2 for 5 min before bis(tri-t-butylphosphine)palladium (100 mg, 0.24 mmol) was added. The reaction mixture was then sealed and heated at 120 C. for 4 h, filtered through a pad of celite and concentrated. The crude was purified by Biotage silica gel column chromatography (40 g column, 0 to 100% EtOAc in hexanes) to give the desired product as white powders (168.5 mg, 33%). LCMS calcd for C11H13N4O (M+H)+: m/z=217.1. Found: 217.1.

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Incyte Corporation; Li, Yun-Long; Wang, Xiaozhao; Barbosa, Joseph; Burns, David M.; Feng, Hao; Glenn, Joseph; He, Chunhong; Huang, Taisheng; Mei, Song; Zhuo, Jincong; (169 pag.)US2017/275290; (2017); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 58534-95-5, name is 3-Bromo-2-fluoroaniline, molecular formula is C6H5BrFN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Application In Synthesis of 3-Bromo-2-fluoroaniline

General procedure: GP3-1: A solution of 2-halo substituted aniline (1.0 eq), potassium ethyl xanthate (1.2 eq or 2.2 eq, typically 2.2 eq) In 10 volume of anhydrous DMF was heated at 100 C. or 120 C. for 4 hours under nitrogen. TLC monitored the progress of reaction. After completion, the reaction mixture was cooled to room temperature, diluted with water (10 volume) and neutralized by 1 M HCl solution to pH 5. The formed precipitate was collected by filtration, rinsed with water, firstly dried by rotavapor, and then dried by oil pump to afford 2-mercaptobenzothiazole.; 2-mercapto-7-fluorobenzothiazole The title compound was prepared according to GP3-1 using 2,3-difluoroaniline (3.0 g, 23.5 mmol), potassium ethyl xanthate (8.2 g, 51.0 mmol) and DMF (30 mL). Water was added to precipitate the product as off-white solid. (4.3 g, 100% yield) LC-MS (ESI): [M+1]+=185.77, tR=3.65 min. 1H NMR (400 MHz, d6-DMSO) delta 14.07 (s, 1H), 7.46 (td, J=8.2, 5.6 Hz, 1H), 7.23-7.16 (m, 2H). 13C NMR (101 MHz, d6-DMSO) delta 189.34, 154.34 (d, J=244.5 Hz), 143.52 (d, J=6.6 Hz), 129.13 (d, J=7.8 Hz), 115.67 (d, J=22.9 Hz), 110.14 (d, J=18.7 Hz), 108.94 (d, J=3.4 Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 58534-95-5, its application will become more common.

Reference:
Patent; Wu, Xiao Hua; Wu, Xiaohua; US10221168; (2019); B1;,
Bromide – Wikipedia,
bromide – Wiktionary

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 114078-88-5, name is 5-Bromo-1,2,3-triazine, This compound has unique chemical properties. The synthetic route is as follows., Computed Properties of C3H2BrN3

Compound (M-21) (2.00 g, 12.5 mmol)Was dissolved in chloroform (25.0 mL)4 A molecular sieve (400 mg, powder)And the compound (M-22) (3.10 g, 18.8 mmol) was added at 0 C.,And the mixture was stirred at 0 C. for 5 minutes.After stirring at 45 C. for 40 minutes, it was allowed to cool to room temperature.The solvent was distilled off under reduced pressure,The residue was purified by silica gel column chromatography (n-hexane: ethyl acetate)Compound (M-23)(Yield 1.90 g, yield 67%).

Chemical properties determine the actual use. Each compound has specific chemical properties and uses. We look forward to more synthetic routes in the future to expand reaction routes of 114078-88-5.

Reference:
Patent; Kaken Pharmaceutical Co., Ltd.; Watanabe, Atsushi; Sato, Yuki; ogura, Keiji Tamada; Tatsumi, Yoshiyuki; (283 pag.)JP2018/145180; (2018); A;,
Bromide – Wikipedia,
bromide – Wiktionary

In the chemical reaction process, reaction time, type of solvent, can easily affect the result of the reaction, thereby determining the yield and properties of the reaction product. An updated downstream synthesis route of 69321-60-4 as follows. Application In Synthesis of 2,6-Dibromotoluene

Example 22 5′-[(te/f-butoxycarbonyl-ethyl-amino)-methyl]-4′-methyl-[2,3′]bipyridinyl-4-carboxylic acid methyl esterStep 1 : 2,6-Dibromotoluene (9.8 g, 39 mmol) in THF (300 ml.) was stirred under N2 and was then cooled to -100 0C (ether/liquid N2). n-BuLi (16.4 mL, 41 mmol, 2.5 M in hexane) was then added drop wise and after stirring for 5 minutes DMF (4.5 mL, 58.6 mmol) was added. The reaction was stirred for a further 20 minutes and then for an hour at -78 0C. The reaction was quenched with saturated aqueous NH4CI and allowed to warm up to room temperature. The reaction was diluted with water and the pH adjusted to pH 7-8 with sat. aqueous NaHCO3. The mixture was evaporated in vacuo to remove the THF, and the product was then extracted with Et2O (x3). The combined organic layers were washed with brine and dried (MgSO4). The product was filtered and evaporated on vacuo to give delta-bromo^-methyl-pyridine-S-carbaldehyde as a colourless solid which was used without further purification.

According to the analysis of related databases, 69321-60-4, the application of this compound in the production field has become more and more popular.

Reference:
Patent; NOVARTIS AG; ASTEX THERAPEUTICS LIMITED; HOWARD, Steven; MORTENSON, Paul Neil; HISCOCK, Steven Douglas; WOOLFORD, Alison Jo-Anne; WOODHEAD, Andrew James; CHESSARI, Gianni; O’REILLY, Marc; CONGREVE, Miles Stuart; DAGOSTIN, Claudio; CHO, Young Shin; YANG, Fan; CHEN, Christine Hiu-Tung; BRAIN, Christopher Thomas; LAGU, Bharat; WANG, Yaping; KIM, Sunkyu; GRIALDES, John; LUZZIO, Michael Joseph; PEREZ, Lawrence Blas; WO2010/125402; (2010); A1;,
Bromide – Wikipedia,
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Synthetic Route of 1073-39-8, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1073-39-8, name is 3-Bromobicyclo[4.2.0]octa-1,3,5-triene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

To a mixture of 3-bromobicyclo[4.2.0]octa-1,3,5-triene (385 mg, 2.10 mmol, 1.20 equiv) in tetrahydrofuran (7 ml) was added n-BuLi (2.5M in hexane, 0.77 ml, 1.10 equiv) dropwise at -78C, and the reaction mixture was stirred for 30 min at -78C. 5-Bromo-2-(dimethylamino)benzaldehyde (400 mg, 1.75 mmol, 1.00 equiv) in tetrahydrofuran (3 ml) was then added to the solution. The reaction mixture was stirred at -78C for 2 h. NH4CI/H20 was added and the mixture was extracted with EtOAc thrice. The combined extracts were washed with brine and dried over Na2S04, then concentrated and purified by chromatography on silica gel (20% EA/PE) to yield bicyclo[4.2.0]octa-1 (6),2,4-trien-3-yl[5-bromo-2- (dimethylamino)phenyl]methanol as a light yellow oil. MS (ES) m/z: 332.0 [M+H]+

The synthetic route of 3-Bromobicyclo[4.2.0]octa-1,3,5-triene has been constantly updated, and we look forward to future research findings.

Reference:
Patent; JANSSEN PHARMACEUTICA NV; GAUL, Micheal; KUO, Gee-Hong; XU, Guozhang; LIANG, Yin; (218 pag.)WO2018/89449; (2018); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Related Products of 1435-52-5, In the next few decades, the world population will flourish. As the population grows rapidly and people all over the world use more and more resources, all industries must consider their environmental impact. 1435-52-5, name is 1,4-Dibromo-2-fluorobenzene belongs to bromides-buliding-blocks compound, it is a common compound, a new synthetic route is introduced below.

Example 25 Preparation of (3-fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)trimethylsilane [0269] n-butyllithium (3.5 mL, 8.5 mmol, 1.1 equiv) was added to a stirred solution of 1,4-dibromo-2-fluorobenzene (2.0 g, 7.9 mmol, 1.0 equiv) in tetrahydrofuran (26 mL) at ?78° C. The resulting bright yellow solution was stirred at ?78° C. for 15 minutes. 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (1.8 mL, 8.7 mmol, 1.1 equiv) was added and the resulting pale yellow solution was stirred at ?78° C. for 30 m. A 2.5 M solution of n-butyllithium (3.5 mL, 8.5 mmol, 1.1 equiv) was added and the resulting yellow/brown solution was stirred at ?78° C. for 15 m. Chlorotrimethylsilane (2.2 mL, 17 mmol, 2.2 equiv) was added and the resulting pale yellow solution was allowed to slowly warm to 23° C., by allowing the dry ice/acetone bath to melt, and stirred for 18 h. The reaction mixture was diluted with water (150 mL) and extracted with dichloromethane (2×100 mL). The combined organic layers were dried (magnesium sulfate), gravity filtered, and concentrated by rotary evaporation to afford the title compound as a pale yellow powder (2.3 g, 99percent): IR (thin film) 3058 (w), 2981 (s), 2932 (m), 1615 (m) cm?1; 1H NMR (400 MHz, CDCl3) delta 7.72 (dd, J=7.5, 6 Hz, 1H), 7.26 (m, 1H), 7.16 (d, J=7.5 Hz, 1H), 1.34 (s, 12H), 0.23 (s, 9H).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 1,4-Dibromo-2-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; DOW AGROSCIENCES LLC; ECKELBARGER, Joseph D.; Epp, Jeffrey B.; Fischer, Lindsey G.; Giampietro, Natalie C.; Irvine, Nicholas M.; Kister, Jeremy; Lo, William C.; Lowe, Christian T.; Petkus, Jeffrey; Roth, Joshua; Satchivi, Norbert M.; Schmitzer, Paul R.; Siddall, Thomas L.; Yerkes, Carla N.; US2014/274696; (2014); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Adding a certain compound to certain chemical reactions, such as: 1435-53-6, name is 2,4-Dibromo-1-fluorobenzene, belongs to bromides-buliding-blocks compound, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1435-53-6, Computed Properties of C6H3Br2F

A 150 ml three-necked flask was charged with 0.01 mol of 2,4-dibromofluorobenzene, 0.011 mol of M1, 0.02 mol of sodium carbonate and 15 ml of ethylene glycol dimethyl ether, and was purged with nitrogen, heated to 190 C, and stirred for 24 hours. It was then cooled to room temperature, poured into a beaker, and stirred for 40 minutes by adding 40 ml of toluene and 40 ml of water. Filtration, the filtrate was rotary evaporated, and passed through a silica gel column to afford white intermediate 2a, purity 98.30%, yield 75.6%.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles, 2,4-Dibromo-1-fluorobenzene, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Jiangsu March Optoelectric Technology Co., Ltd.; Ye Zhonghua; Li Chong; Zhang Zhaochao; Tang Dandan; (35 pag.)CN110272440; (2019); A;,
Bromide – Wikipedia,
bromide – Wiktionary

Some common heterocyclic compound, 55289-36-6, name is 3-Bromo-2-methylaniline, molecular formula is C7H8BrN, traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route. Computed Properties of C7H8BrN

A mixture of 1-bromo-2-methyl-3-aminobenzene 25.0 g, triphosgene 60.0 g and toluene 400 mL was stirred withheating under ref lux for three hours. The reaction mixtures after standing to cool were concentrated under reduced pressure to give l-bromo-3-isocyanato-2- methylbenzene 30.3 g.?H NMR (CDC13) : 2.42(3H, 5), 7.00(1H, dt, J=0.5, 8.0Hz), 7.05(1H, dd, J=1.7, 8.0Hz), 7.39(1H,dd, 1.5, 7.7Hz).

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route 55289-36-6, its application will become more common.

Reference:
Patent; SUMITOMO CHEMICAL COMPANY, LIMITED; YOSHIMOTO, Yuya; TAKAHASHI, Teruki; OOHIRA, Daisuke; AZUMA, Shuhei; WO2013/162077; (2013); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps, and cheap raw materials. 393-36-2, name is 4-Bromo-3-(trifluoromethyl)aniline, A new synthetic method of this compound is introduced below., COA of Formula: C7H5BrF3N

3-Trifluoro4-bromo-aniline (5 g, 20.8 mmoL) in MeOH (10 mL) and THF (10 mL) was treated with NIS (5.16 g, 22.9 mmoL) at room temperature. After 2 hours, the reaction was quenched with saturated Na2S2O3. The solvent was removed and the residue was partitioned between CH2Cl2 and water. The organic layer was washed with brine and dried over anhydrous Na2SO4, then concentrated to yield a crude white solid. The crude material was purified using column chromatography (silica gel, 3:1 hexanes: EtOAc as eluent) to yield the title compound as a white solid. 1H NMR (CDCl3, 400 MHz) delta 7.88 (s, 1H), 6.98 (s, 1H), 4.45-4.18 (br, 5 s, 2H).

The basis of chemical reaction formula synthesis, the synthesis route is composed of some specific reactions and combined according to certain logical thinking. We look forward to the emergence of more reaction modes in the future.

Reference:
Patent; Lanter, James C.; Sui, Zhihua; Fiordeliso, James J.; Jiang, Weiqin; Zhang, Xuqing; US2005/250741; (2005); A1;,
Bromide – Wikipedia,
bromide – Wiktionary

Electric Literature of 57951-72-1, A common heterocyclic compound, 57951-72-1, name is 1-Bromo-2-cyclopropylethyne, molecular formula is C5H5Br, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc, below Introduce a new synthetic route.

(0186) Lithium chloride (4.24 g) and 3 zinc powder (9.15 g) were dried under reduced pressure, and 4 tetrahydrofuran (THF) (100 mL), 5 1,2-dibromoethane (0.433 mL) and 6 trimethylchlorosilane (0.127 mL) were added thereto at room temperature. To the mixture was added dropwise a solution of 7 methyl (R)-3-iodo-2-methylpropionate (22.8 q) in THF (30 mL), and the mixture was stirred at 40 C. for 1.5 hr to prepare an organozinc reagent. In another reaction container were added 8 lithium chloride (7.63 g), 9 copper(I) cyanide (8.06 g) and THF (90 mL), and the mixture was stirred for 1 hr. The mixture was cooled to -10 C., and the aforementioned organo zinc reagent was added dropwise thereto. The reaction mixture was stirred at -10 C. for 10 min, cooled to -78 C., and a solution of 10 2-(bromoethynyl)cyclopropane (14.5 g) in THF (50 mL) was added dropwise. The mixture was stirred at the same temperature for 15 hr and poured into an aqueous ammonium chloride solution, and the mixture was extracted with ethyl acetate. The organic layer was washed with water, and the insoluble material was filtered off and washed with ethyl acetate. The filtrate was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (diethyl ether_hexane=1:30-1:5) to give the 11 title compound (9.93 g). Yield: 66%. (0187) 1H NMR (400 MHz, CDCl3) delta 3.69 (s, 3H), 2.59 (dq, J=6.8, 7.2 Hz, 1H), 2.46 (ddd, J=2.0, 6.0, 16.4 Hz, 1H), 2.29 (ddd, J=2.0, 7.8, 16.4 Hz, 1H), 1.23 (d, J=7.2 Hz, 3H), 1.22 (m, 1H), 0.71 (m, 2H), 0.60 (m, 2H). R

The synthetic route of 57951-72-1 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; AGC INC.; NIPPON ZOKI PHARMACEUTICAL CO., LTD.; YASUDA, Arata; MATSUMURA, Yasushi; SAWADA, Kazuyoshi; NANBA, Hiroyoshi; TAGUCHI, Kazuki; US2019/135743; (2019); A1;,
Bromide – Wikipedia,
bromide – Wiktionary